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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 447707Generated: October 25, 2026

Dopamine → Morphine

https://huagongshe.com/reaction/447707

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDopamineHCID 681—
ReactantTyramineHCID 5610—
Reactant(S)-[(2R,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanolHCID 5953—
Reactant1-((3-Hydroxy-4-methoxyphenyl)methyl)-6-methoxy-2-methyl-1,2,3,4-tetrahydroisoquinolin-7-olHCID 10233—
ReactantCodeineHCID 5284371—
ProductMorphineHCID 5288826—

Reaction Steps

To examine the tyramine to dopamine step, dopamine (DA) levels in ganglia and hemolymph were examined before and after tyramine addition followed by CYP2D6 inhibition by quinidine. Tyramine injection significantly increased ganglionic (4.98±0.27 μg/g to 9.17±1.21 μg/g wet weight; P<0.01) and hemolymph (10.13±1.24 μg/mL to 16.47±1.28 μg/mL, P<0.05) DA levels (FIGS. 19 and 20). The ganglionic and hemolymph DA level increases were blocked by quinidine exposure, demonstrating that the CYP2D6 enzyme was mediating this step. Ganglia were also exposed to THP, reticuline, DA, or codeine. Each resulted in significantly enhanced morphine levels, a phenomenon that was also significantly blocked by quinidine exposure, again demonstrating a role for CYP2D6 in the second part of the morphine biosynthetic pathway (FIGS. 15 and 20).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08481559B2
Source datasetuspto-grants-2013_07
ORD IDord-eae22b0c7c294073beeb048fda45eec6
Source noteuspto-grants-2013_07